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  • Photo by Rob Laughter [Unsplash.com]

    The Wizard of Oz

    Family Friendly
    Sobey Family Theatre 130 Queen St, Charlottetown, PE, Canada

    Charlottetown Rural High School presents The Wizard of Oz in the Sobey Family Theatre at Confederation Centre of the Arts in Charlottetown next month. Performances run from May 14–16 at…

  • Montague Legion Karaoke

    Montague Legion 15 Douses Rd, Montague, PE, Canada

    Karaoke on Fridays from 8 pm–1 am downstairs with Gloria.  

  • Matt Minglewood Band

    Trailside Music Hall 155 Kent St, Charlottetown, PE, Canada

    The Matt Minglewood Band will perform at Trailside on May 15–16 at 8 pm.  

  • Street Feast

    Family Friendly
    Free event
    Kent Street Charlottetown, PE, Canada

    Kent Street will take centre stage this May Long Weekend as Street Feast returns for its sixth year, bringing two days of food, music, and lively street culture to downtown…

  • Summerside Kitchen Party with Back in Tyme

    Summerside Legion 340 Notre Dame St, Summerside, PE, Canada

    A matinee kitchen party featuring classic country and old rock ‘n’ roll with Back in Tyme (Blair Coughlin, Peter Burke, George MacPhee, Bob Gagnon) is held at the Summerside Legion…

  • Photo by Matthias Wagner [Unsplash.com]

    These Dreams: The Music of Heart

    Harbourfront Theatre 124 Heather Moyse Dr, Summerside, PE, Canada

    Craig Fair Productions takes this Heart tribute to the next level, featuring a seven-piece band and six powerhouse vocalists. Drawing inspiration from Heart’s legendary live arrangements, this production breathes new…

  • Photo by Rob Laughter [Unsplash.com]

    The Wizard of Oz

    Family Friendly
    Sobey Family Theatre 130 Queen St, Charlottetown, PE, Canada

    Charlottetown Rural High School presents The Wizard of Oz in the Sobey Family Theatre at Confederation Centre of the Arts in Charlottetown next month. Performances run from May 14–16 at…

  • Cameron Nickerson Album Release Show

    Copper Bottom Brewing 567 Rue Main, Montague, PE, Canada

    Cameron Nickerson will celebrate the launch of his new album, The Wagon, with Brooke MacArthur at Copper Bottom Brewing in Montague on May 16 at 7:30 pm. CCMA-nominated artist Cameron…

  • The Forgive-me-nots: Sunset Jazz at Glenaladale

    Glenaladale Schoolhouse Blooming Point Rd, Mount Stewart, PE, Canada

    The Forgive-me-nots return this month with a pair of relaxed, accessible live shows at the Glenaladale Schoolhouse, presenting Acoustic Jazz at Sunset on May 9 and May 16. Featuring ECMA…

  • Matt Minglewood Band

    Trailside Music Hall 155 Kent St, Charlottetown, PE, Canada

    The Matt Minglewood Band will perform at Trailside on May 15–16 at 8 pm.  

  • Photo by Robinson Recalde [Unsplash.com]

    Got Blues Matinee

    Trailside Music Hall 155 Kent St, Charlottetown, PE, Canada

    Got Blues, led by Chris Roumbanis with friends Mike Robicheau and Alan Dowling, hosts a weekly Saturday matinee from 2–4 pm, now at Trailside Music Hall. Each week, a special…

  • Sunday Session

    The Old Triangle 189 Great George St, Charlottetown, PE, Canada

    A Sunday Afternoon Tune Session featuring traditional music and craic takes place weekly on Sundays from 2–4 pm at The Old Triangle.

  • Nick Gauthier

    Slaymaker & Nichols 82 Fitzroy St, Charlottetown, PE, Canada

    Live music at Slaymaker & Nichols.

  • Sunday Hootenanny

    Free event
    Copper Bottom Brewing 567 Rue Main, Montague, PE, Canada

    Join The Blizzard Goat Band at Copper Bottom Brewing for the weekly Sunday Hootenanny from 3–5 pm. Free admission.

  • Anne & Gilbert, The Musical

    Florence Simmons Performance Hall 140 Weymouth Street, Charlottetown, PE, Canada

    Anne & Gilbert, The Musical returns for its 22nd season this spring with a milestone debut: Island performer Holly Perry will take on the role of Anne Shirley for the…

  • Mary Frances Leahy with Shane Pendergast and Ray Knorr

    Village musical acadien 1745, route 124, Abram-Village, PE, Canada

    Mary Frances Leahy, the multi-talented daughter of acclaimed fiddlers Natalie MacMaster and Donnell Leahy, is returning by popular demand to Le Village musical acadien (VMA) in Abram-Village on May 17…

  • Karaoke at Baba’s

    19+
    Baba's Lounge 181 Great George St, Charlottetown, PE, Canada

    Karaoke at Baba's on Mondays at 10 pm.

  • Karaoke at Hunter’s

    19+
    Hunter's Ale House 185 Kent St, Charlottetown, PE, Canada

    Karaoke at Hunter's on Mondays at 10 pm with Travis. 

  • Anne & Gilbert, The Musical

    Florence Simmons Performance Hall 140 Weymouth Street, Charlottetown, PE, Canada

    Anne & Gilbert, The Musical returns for its 22nd season this spring with a milestone debut: Island performer Holly Perry will take on the role of Anne Shirley for the…

  • Joce Reyome & Bobby Dove

    Trailside Music Hall 155 Kent St, Charlottetown, PE, Canada

    Winner of the 2025 Solo/Duo Category at the International Blues Challenge, Joce Reyome brings an authentic, engaging presence to the stage, turning audiences into active participants in a journey through…